A polymer-supported thionating reagent

被引：100
作者：
Ley, SV [1 ]
Leach, AG [1 ]
Storer, RI [1 ]
机构：
[1] Univ Cambridge, Chem Lab, Cambridge CB2 1EW, England
来源：
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 2001年 / 04期
关键词：
D O I：
10.1039/b008814p
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A new polymer-supported reagent for the conversion of carbonyls to thiocarbonyls has been developed and its use demonstrated on a range of amides. Secondary or tertiary amides are converted cleanly and efficiently through to the corresponding thioamides and primary amides are converted to the corresponding nitriles. The reactions can be facilitated by conventional heating. However, if microwave heating is used, in the presence of an ionic liquid, enhanced reaction rates are achieved.
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收藏
页码：358 / 361
页数：4
相关论文
共 25 条
[1]  
ASTLE MJ, 1957, ION EXCHANGERS ORGAN
[2]  
BAXENDALE IR, 2000, BIOORG MED CHEM LETT, P1
[3]   MICROWAVE-ASSISTED ORGANIC-REACTIONS [J].
CADDICK, S .
TETRAHEDRON, 1995, 51 (38) :10403-10432
[4]   Synthesis of an array of potential matrix metalloproteinase inhibitors using a sequence of polymer-supported reagents [J].
Caldarelli, M ;
Habermann, J ;
Ley, SV .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1999, 9 (14) :2049-2052
[5]   Clean five-step synthesis of an array of 1,2,3,4-tetra-substituted pyrroles using polymer-supported reagents [J].
Caldarelli, M ;
Habermann, J ;
Ley, SV .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1999, (02) :107-110
[6]  
de la Hoz A, 2000, EUR J ORG CHEM, V2000, P3659
[7]  
Gayo LM, 1998, BIOTECHNOL BIOENG, V61, P95, DOI 10.1002/(SICI)1097-0290(199821)61:2<95::AID-BIT4>3.3.CO
[8]  
2-0
[9]   Three-step synthesis of an array of substituted benzofurans using polymer-supported reagents [J].
Habermann, J ;
Ley, SV ;
Smits, R .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1999, (17) :2421-2423
[10]   Synthesis of the potent analgesic compound (±)-epibatidine using an orchestrated multi-step sequence of polymer supported reagents [J].
Habermann, J ;
Ley, SV ;
Scott, JS .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1999, (10) :1253-1255
123